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Submit ReviewTC 2559 difumarate
Description: Selective α4β2 nAChR partial agonist
Chemical Name: 4-(5-ethoxy-3-pyridinyl)-N-methyl-(3E)-3-buten-1-amine difumarate
Purity: ≥98% (HPLC)
Biological Activity for TC 2559 difumarate
TC 2559 difumarate is a subtype-selective partial agonist for α4β2 nicotinic acetylcholine receptors (EC50 values are 0.18, 12.5, 14.0, > 30, > 100 and > 100 μM for α4β2, α4β4, α2β4, α3β4, α3β2 and α7 receptor subtypes respectively). Displays selectivity for (α4)2(β2)3 receptor stoichiometry and enhanced CNS-PNS selectivity ratio. Attenuates scopolamine-induced cognitive deficits in a step-through passive avoidance task.
Technical Data for TC 2559 difumarate
| M. Wt | 438.43 |
| Formula | C12H18N2O.2C4H4O4 |
| Storage | Desiccate at RT |
| Purity | ≥98% (HPLC) |
| CAS Number | 2454492-41-0 |
| PubChem ID | 56972184 |
| InChI Key | GEWVPSJQGJBDLM-MYBAKCFCSA-N |
| Smiles | CCOC1=CN=CC(/C=C/CCNC)=C1.O=C(O)/C=C/C(O)=O.O=C(O)/C=C/C(O)=O |
The technical data provided above is for guidance only. For batch specific data refer to the Certificate of Analysis.
Tocris products are intended for laboratory research use only, unless stated otherwise.
Solubility Data for TC 2559 difumarate
| Solvent | Max Conc. mg/mL | Max Conc. mM | |
|---|---|---|---|
| Solubility | |||
| water | 43.84 | 100 |
Preparing Stock Solutions for TC 2559 difumarate
The following data is based on the product molecular weight 438.43. Batch specific molecular weights may vary from batch to batch due to the degree of hydration, which will affect the solvent volumes required to prepare stock solutions.
| Concentration / Solvent Volume / Mass | 1 mg | 5 mg | 10 mg |
|---|---|---|---|
| 1 mM | 2.28 mL | 11.4 mL | 22.81 mL |
| 5 mM | 0.46 mL | 2.28 mL | 4.56 mL |
| 10 mM | 0.23 mL | 1.14 mL | 2.28 mL |
| 50 mM | 0.05 mL | 0.23 mL | 0.46 mL |
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Product Datasheets for TC 2559 difumarate
References for TC 2559 difumarate
References are publications that support the biological activity of the product.
Bencherif et al (2000) TC-2559: a novel orally active ligand selective at neuronal acetylcholine receptors. Eur.J.Pharmacol. 409 45 PMID: 11099699
Chen et al (2003) The nicotinic α4β2 receptor selective agonist, TC-2559, increases DA neuronal activity in the ventral tegmental area of rat midbrain slices. Neuropharmacology 45 334 PMID: 12871651
Zwart et al (2006) 5-I A-85380 and TC-2559 differentially activate heterologously expressed α4β2 nicotinic receptors. Eur.J.Pharmacol. 539 10 PMID: 16674940
If you know of a relevant reference for TC 2559 difumarate, please let us know.
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Keywords: TC 2559 difumarate, TC 2559 difumarate supplier, Selective, partial, agonists, α4β2, alpha4beta2, receptors, Nicotinic, Receptors, Acetylcholine, nAChR, TC2559, difumarate, 212332-35-9, (a4b2), 2737, Tocris Bioscience
2 Citations for TC 2559 difumarate
Citations are publications that use Tocris products. Selected citations for TC 2559 difumarate include:
Sun et al (2009) Rosiglitazone inhibits alpha4 nicotinic acetylcholine receptor expression in human lung carcinoma cells through peroxisome proliferator-activated receptor gamma-independent signals. Mol Cancer Ther 8 110 PMID: 19139119
Kiguchi (2018) Inhibition of peripheral macrophages by nicotinic acetylcholine receptor agonists suppresses spinal microglial activation and neuropathic pain in mice with peripheral nerve injury. J Neuroinflammation 15 96 PMID: 29587798
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Literature in this Area
Tocris offers the following scientific literature in this area to showcase our products. We invite you to request* your copy today!
*Please note that Tocris will only send literature to established scientific business / institute addresses.
Nicotinic ACh Receptors Scientific Review
Updated in 2014, this review by Sue Wonnacott summarizes the diverse structure and function of nicotinic acetylcholine receptors and gives an in-depth review of the ligands available for nAChR research. Compounds available from Tocris are listed.
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